Plex media server (autoupdate/check for update) doesn't work

Did you ever relocate the Plex data folder of your server away from the default?
If you did, see the “Addendum” in this post [HowTo] An extended guide on how to move the Plex data folder on Windows
Then go on ⇊

If you did not, do a “manual” update:

  • Stop/quit/end Plex Server with the tray icon
  • deinstall Plex Server with the regular ‘Apps’ control panel of Windows (do not use 3rd party ‘Uninstaller’ software like Revo etc.)
  • for safety, reboot Windows
  • download the installation exe of the newer version and install it

(If you want to install an older version of PMS, take a look into %LOCALAPPDATA%\Plex Media Server\Updates)